1-(Trifluoromethyl)cyclobutanecarboxylic acid → methyl 2,2-dimethyl-3-[4-(5-{5-[1-(trifluoromethyl)cyclobutyl]-1H-imidazol-2-yl}pyridin-2-yl)phenoxy)propanoate

HRID 623899Notes

Reaction equation

HRID 623899 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1([C:7](O)=O)[CH2:6][CH2:5][CH2:4]1.[C:12](O)(=O)C.[NH2:16][C:17](=[NH:39])[C:18]1[CH:19]=[CH:20][C:21]([C:24]2[CH:38]=[CH:37][C:27]([O:28][CH2:29][C:30]([CH3:36])([CH3:35])[C:31]([O:33][CH3:34])=[O:32])=[CH:26][CH:25]=2)=[N:22][CH:23]=1>>[CH3:36][C:30]([CH3:35])([CH2:29][O:28][C:27]1[CH:26]=[CH:25][C:24]([C:21]2[CH:20]=[CH:19][C:18]([C:17]3[NH:16][C:7]([C:3]4([C:2]([F:11])([F:10])[F:1])[CH2:6][CH2:5][CH2:4]4)=[CH:12][N:39]=3)=[CH:23][N:22]=2)=[CH:38][CH:37]=1)[C:31]([O:33][CH3:34])=[O:32]

Participants

3

Reactant 2

HCID 27828381-(Trifluoromethyl)cyclobutanecarboxylic acidHCID 67973181Methyl 3-(4-{5-[amino(imino)methyl]pyridin-2-yl}phenoxy)-2,2-dimethylpropanoate acetate

Product 1

HCID 67975281methyl 2,2-dimethyl-3-[4-(5-{5-[1-(trifluoromethyl)cyclobutyl]-1H-imidazol-2-yl}pyridin-2-yl)phenoxy)propanoateYield 72.8%

Procedure

By using 1-(trifluoromethyl)-1-cyclobutane carboxylic acid (300 mg), and methyl 3-(4-{5-[amino(imino)methyl]pyridin-2-yl}phenoxy)-2,2-dimethylpropanoate acetate (415 mg), the procedure was carried out in the same manner as in Example 2-1) to obtain methyl 2,2-dimethyl-3-[4-(5-{5-[1-(trifluoromethyl)cyclobutyl]-1H-imidazol-2-yl}pyridin-2-yl)phenoxy)propanoate (369 mg).

Sources & evidence

ORD record
ord-f43183e658834d93aeadb68f712423b7
Source dataset
uspto-grants-2016_04
Patent number
US09302996B2

Reaction notes

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